Hi Devon, thanks for writing this. Have you spent much time reading Jane Jacobs or "Seeing Like a State"? Both talk a bit about the lack of ability to truly plan cities (and even make references to chaos theory), leading them both to the conclusion that grassroots-oriented planning (i.e., making cities walkable, focusing on localized communities, etc.) will lead to healthier and better experiences for citizens.
Barcelona's superblocks[1] might be a good example of this, but we'll know in a couple of years.
[1] https://www.theguardian.com/cities/2016/may/17/superblocks-r...